A new approach to the synthesis of functionalized pyrido[2,3-b]lindoles by way of a palladium-catalyzed ring closing reaction between the N-1 and C-9a positions

被引:46
作者
Abouabdellah, A [1 ]
Dodd, RH [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1016/S0040-4039(98)00065-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enolate of 4-N-(tert-butyloxycarbonyl)aminobutyro-gamma-lactone 9 reacted with 2-bromo-1-methylindole-3-carboxaldehyde in the presence of stannic chloride to give the product of aldol condensation 16 Deprotection and dehydration of the latter with trifluoroacetic acid and dimethyl sulfide followed by Pd-2(dba)(3)-catalyzed ring closing of the product afforded the alpha-carboline 6 in good overall yield. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2119 / 2122
页数:4
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